Silverman is making a valiant effort to talk to the deplorables. Has this technique ever worked. Have deplorables ever changed without confrontation? Ida B. Wells confronted the travesty of lynching directly. W.E.B. DuBois formed the NAACP in direct opposition to the deplorables of his time. Martin Luther King Jr. directly confronted the deplorables of his day. Wells, DuBois and King were all accused of being too aggressive. 

Evangelicals stood in support of Roy Moore. Liberal pastors who merely follow Jesus directly confronted the Evangelicals. If Liberal pastors tried to break bread with they Evangelicals, they Liberal pastors would be accused of appeasement. Liberal pastors would be accused of being hypocrites.

Wins in Virginia and New Jersey were all about confrontation. It was about getting out the black vote to counter the votes of the deplorables. The only way Doug Jones can win in Alabama is if black turnout is high enough that along with about 30-35% of the white vote and 70% of the Latino and Asian vote. The deplorables are not voting Doug Jones.

https://fivethirtyeight.com/features/how-roy-moore-could-lose-alabamas-senate-race/

At some point, the deplorable fever will break and they will realize that the Republicans are taking away their healthcare. raising their taxes, and decreasing their access to a quality education. That lowering of temperature will take time.